265 total properties
Did you mean the neighborhood Windermere?
View 6613 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6391719
$675,000
3

Beds

3.1

Baths

2,641

Sq.Ft.

6613 MERRICK LANDING BOULEVARD

Windermere, FL

Courtesy of THE AGENCY FL
View 7271 SUNNY MEADOW ALY Windermere, FL MLS# O6392619
$675,000
3

Beds

2.1

Baths

2,280

Sq.Ft.

7271 SUNNY MEADOW ALY

Windermere, FL

Courtesy of REVEL REALTY LLC
View 8582 POWDER RIDGE TRAIL Windermere, FL MLS# S5132123
$670,000
4

Beds

3.1

Baths

2,297

Sq.Ft.

8582 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 13013 OVERSTREET ROAD Windermere, FL MLS# O6380917
$669,994
4

Beds

2.1

Baths

2,053

Sq.Ft.

13013 OVERSTREET ROAD

Windermere, FL

Courtesy of EXP REALTY LLC
View 6638 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6374429
$664,900
4

Beds

2.1

Baths

2,908

Sq.Ft.

6638 BRIDGEWATER VILLAGE ROAD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 12936 DROXFORD ROAD Windermere, FL MLS# O6376097
$659,000
5

Beds

3.1

Baths

2,960

Sq.Ft.

12936 DROXFORD ROAD

Windermere, FL

Courtesy of UNITED REAL ESTATE PREFERRED
View 6799 HELMSLEY CIRCLE Windermere, FL MLS# O6361417
$658,000
4

Beds

3.1

Baths

2,615

Sq.Ft.

6799 HELMSLEY CIRCLE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1369 GLENWICK DRIVE Windermere, FL MLS# O6359212
$657,000
4

Beds

3.0

Baths

2,400

Sq.Ft.

1369 GLENWICK DRIVE

Windermere, FL

Courtesy of FL SUNSHINE STATE REALTY
View 12989 WESTSIDE VILLAGE LOOP Windermere, FL MLS# S5145903
$655,000
4

Beds

3.1

Baths

2,665

Sq.Ft.

12989 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of NUMBER 1 BROKER, LLC
View 7264 BACKWOODS TRAIL Windermere, FL MLS# O6387913
$650,000
4

Beds

2.1

Baths

2,214

Sq.Ft.

7264 BACKWOODS TRAIL

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 7924 BROFIELD AVENUE Windermere, FL MLS# S5146185
$650,000
3

Beds

2.1

Baths

1,709

Sq.Ft.

7924 BROFIELD AVENUE

Windermere, FL

Courtesy of ALTIS REALTY
View 6956 TRELLIS VINE LOOP Windermere, FL MLS# O6401639
$650,000
5

Beds

4.0

Baths

3,015

Sq.Ft.

6956 TRELLIS VINE LOOP

Windermere, FL

Courtesy of EAST PEARL REALTY
View 9011 CHAPMAN OAK COURT Windermere, FL MLS# S5148031
  • Recently Listed with Virtual Tour
1 of 30
$649,000
4

Beds

2.0

Baths

2,050

Sq.Ft.

9011 CHAPMAN OAK COURT

Windermere, FL

Courtesy of TOWNE CENTER REALTY
View 6573 HELMSLEY CIRCLE Windermere, FL MLS# S5145061
$639,900
4

Beds

3.1

Baths

2,664

Sq.Ft.

6573 HELMSLEY CIRCLE

Windermere, FL

Courtesy of WATSON REALTY CORP.
View 13622 DARCHANCE ROAD Windermere, FL MLS# S5146266
$629,900
3

Beds

2.0

Baths

2,147

Sq.Ft.

13622 DARCHANCE ROAD

Windermere, FL

Courtesy of AVANTI WAY REALTY LLC
View 5224 LEMON TWIST LANE Windermere, FL MLS# O6393299
$624,900
4

Beds

3.1

Baths

2,812

Sq.Ft.

5224 LEMON TWIST LANE

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 11578 ASHLIN PARK BOULEVARD Windermere, FL MLS# O6373714
$619,900
5

Beds

3.1

Baths

2,396

Sq.Ft.

11578 ASHLIN PARK BOULEVARD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 6315 CLEARMEADOW COURT Windermere, FL MLS# O6398505
  • Recently Listed with Virtual Tour
1 of 25
OPEN HOUSE: Sunday 4/26 12:00 PM - 4:00 PM
$618,000
3

Beds

2.0

Baths

2,077

Sq.Ft.

6315 CLEARMEADOW COURT

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 8632 ABBOTSBURY DRIVE Windermere, FL MLS# O6374937
$609,999
4

Beds

3.1

Baths

2,720

Sq.Ft.

8632 ABBOTSBURY DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 6846 HELMSLEY CIRCLE Windermere, FL MLS# O6342692
$609,000
5

Beds

3.0

Baths

2,555

Sq.Ft.

6846 HELMSLEY CIRCLE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC

About Windermere

"Among the lakes" is the phrase that the town of Windermere has chosen for its description, and aptly so.  Almost completely surrounded by water, Windermere is a lovely small town that will always be limited in population growth by available land.  Lake Butler is the largest body of water in the region, which is often referred to as the "Butler chain of lakes."  Situated in southeast Orange County, the residential villages and homes throughout the lake area are as beautiful as the backdrop of scenery they enjoy.  Some multi-million dollar lakefront mansions combine with more modest but often luxurious homes in a variety of architectural styles.  The Islesworth Golf & Country Club in Windermere rivals the lush fairways of highly acclaimed Bay Hill for sheer bayside splendor.  Also located in this small town is a fully accredited independent school for students in pre-kindergarten through eighth grade called Buena Vista Academy.  While the residents of Windermere can enjoy the exclusive resort setting and serenity of their community, the first-rate cultural, educational, and healthcare advantages of Orlando remain close to home. 

Listings in Windermere, FL

355

Estimated median home price

$1,037,000
Windermere FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Windermere, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Windermere, FL.

Homes for Sale by Price in Windermere, FL

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K19
$400K - 500K25
$500K - 600K40
$600K - 700K26
$700K - 800K26
$800K - 900K19
$900K - 1M20
$1M - Max179

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family297
Townhouse36
Condo8
Commercial1
Rental95
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/23/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 4/23/2026.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 4/23/2026.